Tristan, Hailey, Mikey, and Daniella meet up with Damon and Jo in Chicago, ready to kick off a fresh season of the Carpe Challenge. Day One is a whirlwind-throwing the competitors into a head-to-head game of leaf blower croquet, then challenging them to take on a 40-foot climbing wall that's covered in hot dog ingredients. See for yourself who did the best and who did the wurst.